Backed by Sequoia.
About the role
As our Business Operations Lead, you will work directly with executive leadership and partner closely with Risk and Product to redesign how Risk Management is delivered. You will build the systems that determine how work flows through the organization, how teams are structured, and how performance is measured.
What they're looking for
- You have 4+ years of experience in rigorous strategy and operations roles, such as management consulting and/or early stage operations
- You are an exceptional structured problem solver who can build context quickly, form clear hypotheses, and use data to reach practical conclusions
- You have high agency. You are comfortable defining the path forward when the problem is ambiguous and the information is incomplete
- You combine systems thinking with a willingness to get into the details of workflows, data, and day-to-day execution
- You are motivated by building solutions that work at 10x the current scale, not simply fixing the immediate problem
- You can move independently from analysis to implementation while keeping senior leaders aligned
More about this role
WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy.
We partner with over one thousand high-growth, category-defining companies, including GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clients span iconic consumer brands, hospitality leaders, GCs, advanced manufacturers, and next-generation defense contractors. They operate in complex risk environments and need a partner that can move at their speed.
Instead of a fragmented, manual brokerage stack, we have built a new category: elite risk advisors operating on top of proprietary technology. Our in-house Agency Management System gives our team and AI agents full visibility into policies, exposures, claims, billing, and commissions. This platform enables deep automation, better decisions, and a fundamentally higher standard of service.
WithCoverage was founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound). We have raised over $43M from leading investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners.
Our ambition is not to build a better brokerage. It is to redefine how risk is managed across...
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